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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366803Generated: November 3, 2026

Triethylamine → HCID 58451253, compound

https://huagongshe.com/reaction/2366803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-PyridinemethanamineHCID 19509—
ReactantTriphosgeneHCID 94429—
ReactantN-[5-(3-amino-4-fluorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamideHCID 86646022—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 58451253HCID 58451253166%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of bis(trichloromethyl) carbonate (30 mg, 0.102 mmol) in tetrahydrofuran (2 mL) was added dropwise a suspension of N-[5-(3-amino-4-fluorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamide (100 mg, 0.290 mmol) produced in Example 16(vi) and triethylamine (80 μL, 0.580 mmol) in tetrahydrofuran (2 ml) at 0° C., and the mixture was stirred at 0° C. for 30 min. 1-Pyridin-2-ylmethanamine (40 μL, 0.348 mmol) was added to the reaction mixture, and the mixture was stirred at room temperature for 3 hr. Ethyl acetate (6 mL) and water (4 mL) were added to the reaction mixture, and the mixture was stirred at room temperature for 30 min. The precipitated solid was collected by filtration to give the title compound (81 mg, 58%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697874B2
Source datasetuspto-grants-2014_04
ORD IDord-ea619c899b7147d2b8f3d90b3e5354cd
Source noteuspto-grants-2014_04